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1,604 Cars for sale near Winsted +50 miles
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Better Than Book2012 Jeep Wrangler Unlimited Sport
Description: 17 x 7.5 Aluminum Wheels, 3.73 Rear Axle Ratio, Chrome/Leather Wrapped Shift Knob, Class II Receiver Hitch, Connectivity Group, Deep Tint Sunscreen Windows, Front 1-Touch Down Power Windows, Leather Wrapped Steering Wheel, Max Tow Package, Power Convenience Group, Power Heated Mirrors, Power Locks, Quick Order Package 23S, Remote Keyless Entry, Rem...Features:- - Connectivity Group
- - Max Tow Package
- - Power Convenience Group
1- Sale Price: $11,850
- Used
- 144,165 Mi.
- Manual
- 4WD-AWD
- Black
- 6 Cyl.
- 18 Days on site
2023 Jeep Grand Cherokee Limited
Description: 8YR Certified, 4WD, One Owner, 4X4, AWD, Panoramic Sunroof, Remote Start, Bluetooth, Leather Interior, Heated Seats, Heated Steering Wheel, 20 Wheels, 8yr/100,000 miles Limited Powertrain Warranty, Dual-Pane Panoramic Sunroof, Quick Order Package 23E.Features:- - Navigation System
- - Quick Order Package 23E
- - 506 Watt Amplifier
1- Sale Price: $33,341
- Used
- 30,765 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 28 Days on site
Must Go! Special2022 Jeep Grand Cherokee WK Laredo X
Description: 8YR Certified, One Owner, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 115V Auxiliary Power Outlet, 4-Wheel Disc Brakes, 506 Watt Amplifier, ABS brakes, Active Noise Control System, Air Conditioning, Altitude Appearance Package, Altitude Grille, Altitude Package, Anti-whiplash front head restraints, Apple CarPlay/Android Auto, Auto High Beam...Features:- - Navigation System
- - Altitude Appearance Package
- - Altitude Package
1- Sale Price: $26,850
- Used
- 38,388 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 423 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD.21/26 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new J...Features:- - Quick Order Package 2BE Limited
- - Capri Leatherette Seats
- - Auxiliary Battery
1- Sale Price: $43,415
- MSRP $48,315
- New
- 14 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 30 Days on site
Real Deals2026 Jeep Grand Cherokee L Limited
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee L 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or...Features:- - Quick Order Package 2CZ 85th Anniversary Edition
- - Trailer Tow Package
- - Jeep 85th Anniversary Edition
1- Sale Price: $46,990
- MSRP $56,000
- New
- 20 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 39 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Silver Zynith 2026 Jeep Grand Cherokee Limited 85TH ANNIVERSARY EDITION 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD, ABS brakes, Alloy wheels, Compass, Electronic Stability Control, Emergency communication system, Front dual zone A/C, Heated door mirrors, Heated Exterior Mirrors, Heated front seats, Heated rear seats, Illuminated entr...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $47,862
- MSRP $54,000
- New
- 16 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 46 Days on site
Real Deals2026 Jeep Grand Cherokee Summit
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Summit 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD.21/26 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Je...Features:- - Quick Order Package 2CU
- - Obsidian Package
- - Auxiliary Battery
1- Sale Price: $58,221
- MSRP $64,595
- New
- 12 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 46 Days on site
Real Deals2026 Jeep Wrangler Sahara
Description: Bright White Clearcoat 2026 Jeep Wrangler Sahara 4WD 8-Speed Automatic 3.6L V6 24V VVTExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or RAM, or exploring our wid...Features:- - Quick Order Package 24G
- - Sahara Popular Equipment Group
- - Aux Battery
1- Sale Price: $48,879
- MSRP $56,095
- New
- 16 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 104 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Limited 85TH ANNIVERSARY EDITION 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD, ABS brakes, Alloy wheels, Compass, Electronic Stability Control, Emergency communication system, Front dual zone A/C, Heated door mirrors, Heated Exterior Mirrors, Heated front seats, Heated rear seats, Illumin...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $43,490
- MSRP $52,410
- New
- 10 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 44 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Limited 85TH ANNIVERSARY EDITION 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD, ABS brakes, Alloy wheels, Compass, Electronic Stability Control, Emergency communication system, Front dual zone A/C, Heated door mirrors, Heated Exterior Mirrors, Heated front seats, Heated rear seats, Illumin...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $43,990
- MSRP $52,410
- New
- 11 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 44 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Silver Zynith 2026 Jeep Grand Cherokee Limited 85TH ANNIVERSARY EDITION 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD, ABS brakes, Alloy wheels, Compass, Electronic Stability Control, Emergency communication system, Front dual zone A/C, Heated door mirrors, Heated Exterior Mirrors, Heated front seats, Heated rear seats, Illuminated entr...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $47,862
- MSRP $54,000
- New
- 16 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 46 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Limited 85TH ANNIVERSARY EDITION 4X4 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD, ABS brakes, Alloy wheels, Compass, Electronic Stability Control, Emergency communication system, Front dual zone A/C, Heated door mirrors, Heated Exterior Mirrors, Heated front seats, Heated rear s...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $43,490
- MSRP $53,005
- New
- 16 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 66 Days on site
2022 Jeep Wrangler Willys
Description: 8YR Certified, One Owner, Clean Carfax, 4X4, New Tires, 8yr/100,000 miles Limited Powertrain Warranty, 1-Yr SiriusXM Guardian Trial, 220 Amp Alternator, 4-Wheel Disc Brakes, 4-Wheel Drive Swing Gate Decal, 4G LTE Wi-Fi Hot Spot, 5-Year SiriusXM Traffic Service, 5-Year SiriusXM Travel Link Service, 7.0 Touchscreen Display, 8.4 Radio & Premium Audio ...Features:- - GPS Navigation
- - 8.4 Radio & Premium Audio Group
- - Cold Weather Group
1- Sale Price: $30,250
- Used
- 34,185 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 50 Days on site
2022 Jeep Wrangler Unlimited Sport Altitude
Description: 8YR Certified, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 1-Year SiriusXM Guardian Trial, 110 MPH Vehicle Max Speed Calibration, 2-Door Passive Entry, Front Door Locks, 220 Amp Alternator, 4-Wheel Disc Brakes, 4G LTE Wi-Fi Hot Spot, 5-Year SiriusXM Traffic Service, 5-Year SiriusXM Travel Link Service, 8.4 Radio & P...Features:- - GPS Navigation
- - 8.4 Radio & Premium Audio Group
- - Altitude Package
1- Sale Price: $31,850
- Used
- 26,738 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 53 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Limited Sunroof 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD.21/26 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're sho...Features:- - Quick Order Package 2BE Limited
- - Trailer Tow Package
- - Capri Leatherette Seats
1- Sale Price: $47,350
- MSRP $51,500
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 18 Days on site
Real Deals2026 Jeep Grand Cherokee Limited Reserve
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Limited Reserve 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD.Recent Arrival! 21/26 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Wh...Features:- - Quick Order Package 2CR Limited Reserve
- - Trailer Tow Package
- - Limited Reserve
1- Sale Price: $51,350
- MSRP $55,500
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 15 Days on site
Real Deals2026 Jeep Grand Wagoneer 85th Anniversary Edition
Description: Silver Zynith 2026 Jeep Grand Wagoneer 85th Anniversary Edition 4WD 8-Speed Automatic 3.0L I6 ABS brakes, Active Cruise Control, Alloy wheels, Compass, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated Exterior Mirrors, Heated front seats, Illuminated entry, Low tire pressure warning, Navigation System, Power Liftgate, ...Features:- - Navigation System
- - 9 Speakers
- - AM/FM radio SiriusXM with 360L
1- Sale Price: $71,845
- MSRP $79,480
- New
- 26 Mi.
- Automatic
- 4WD-AWD
- Silver
- 6 Cyl.
- 55 Days on site
Real Deals2026 Jeep Grand Cherokee L Limited
Description: Silver Zynith 2026 Jeep Grand Cherokee L 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or RAM, or exploring...Features:- - Quick Order Package 2CZ 85th Anniversary Edition
- - Jeep 85th Anniversary Edition
- - Capri Leatherette Seats
1- Sale Price: $45,990
- MSRP $55,005
- New
- 20 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 51 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Limited 85TH ANNIVERSARY EDITION 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD, ABS brakes, Alloy wheels, Compass, Electronic Stability Control, Emergency communication system, Front dual zone A/C, Heated door mirrors, Heated Exterior Mirrors, Heated front seats, Heated rear seats...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $47,862
- MSRP $54,000
- New
- 16 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 44 Days on site
Real Deals2026 Jeep Gladiator 85th Anniversary Edition
Description: Bright White Clearcoat 2026 Jeep Gladiator 85th Anniversary Edition 4WD 8-Speed Automatic 3.6L V6 24V VVTExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or RAM, o...Features:- - Quick Order Package 24F 85th Anniversary Edition
- - Trailer Tow and Auxiliary Switch Group
- - Safety Group
1- Sale Price: $46,076
- MSRP $53,290
- New
- 11 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 102 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Cherokee Limited 4WD CVT 1.6L I4 1.6L I4.39/35 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or RAM, o...Features:- - Quick Order Package 23G Limited
- - Tech Group
- - Trailer Tow Group
1- Sale Price: $40,690
- MSRP $44,580
- New
- 19 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 65 Days on site
Real Deals2026 Jeep Compass Limited
Description: Bright White Clearcoat 2026 Jeep Compass Limited 4WD 8-Speed Automatic 2.0L I4 DOHC 4WD.Recent Arrival! 23/31 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge...Features:- - Quick Order Package 29G Limited
- - Leatherette Seats
- - 3.73 Final Drive Ratio
1- Sale Price: $34,405
- MSRP $35,555
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 15 Days on site
2023 Jeep Grand Cherokee Limited
Description: 4WD.Features:- - Quick Order Package 23E
- - 3.45 Rear Axle Ratio
- - Wheels 18 x 8 Fully Painted Aluminum
1- Sale Price: $34,350
- Used
- 34,253 Mi.
- Automatic
- 4WD-AWD
- Silver
- 6 Cyl.
- 17 Days on site
Must Go! Special2024 Jeep Grand Cherokee L Limited
Description: 8YR Certified, One Owner, Clean Carfax, Local Trade, 4X4, AWD, Apple CarPlay / Google Android Auto, Remote Start, Rear Camera, Bluetooth, Leather Interior, Heated Seats, Heated Steering Wheel, 8yr/100,000 miles Limited Powertrain Warranty, Navigation System, Quick Order Package 23E.Features:- - Navigation System
- - Quick Order Package 23E
- - 6 Speakers
1- Sale Price: $33,850
- Used
- 30,747 Mi.
- Automatic
- 4WD-AWD
- Gray
- 6 Cyl.
- 417 Days on site
2022 Jeep Grand Wagoneer Series II
Description: 8YR Certified, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 19 Speakers, 3rd row seats bench, 4-Wheel Disc Brakes, ABS brakes, Active Driving Assist System, Adjustable pedals, Advanced Security Alert System, Air Conditioning, Alloy wheels, AM/FM radio SiriusXM with 360L, Anti-whiplash front head restraints, Audio mem...Features:- - Navigation System
- - Convenience Group III
- - Quick Order Package 23S
1- Sale Price: $47,350
- Used
- 31,217 Mi.
- Automatic
- 4WD-AWD
- Gray
- 8 Cyl.
- 72 Days on site
Real Deals2026 Jeep Cherokee Overland
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Cherokee Overland 4WD CVT 1.6L I4 1.6L I4.39/35 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or RAM, ...Features:- - Quick Order Package 23Q Overland
- - Advanced Pro Tech Group
- - Trailer Tow Group
1- Sale Price: $45,430
- MSRP $47,580
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 18 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: $1000 - 2026 National Bonus Cash . Exp. 08/03/2026 $3500 - 2026 National Retail Bonus Cash . Exp. 08/03/2026 *We price cars, not people. Everyone qualifies for the Unconditional Retail Price, regardless of other vehicles owned/leased in household, or whether there is a trade involved. Residency restrictions may apply. See dealer for details. * 20...Features:- - Navigation System
- - Limited Altitude Package
- - Quick Order Package 2BE Limited
1- Sale Price: $45,425
- MSRP $51,905
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 3 Days on site
Must Go! Special2022 Jeep Cherokee Trailhawk
Description: * We price cars, not people. Everyone qualifies for the Unconditional Retail Price, regardless of other vehicles owned/leased in household, or whether there is a trade involved. Residency restrictions may apply. See dealer for details. * Jeep Certified * Carfax 1 Owner * Accident Free Carfax * 2022, Jeep, Cherokee Trailhawk 4X4 *Optional EquipmentG...Features:- - GPS Navigation
- - Comfort/Convenience Group
- - Premium Leather Package
1- Sale Price: $23,555
- Used
- 51,430 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 51 Days on site
Real Deals2025 Jeep Gladiator Sport S
Description: *This vehicle has been driven as part of a Courtesy TransportationProgram and IS available For Immediate Purchase* *This vehicle is currently being driven as part of a Courtesy Transportation Program, Please Contact Jeff Belzer's for availability. *We price cars, not people. Everyone qualifies for the Unconditional Retail Price, regardless of o...Features:- - GPS Navigation
- - Convenience Group
- - LED Headlamp & Fog Lamp Group
1- Sale Price: $40,596
- MSRP $54,290
- New
- 520 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 392 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: $1000 - 2026 National Bonus Cash . Exp. 08/03/2026 $3500 - 2026 National Retail Bonus Cash . Exp. 08/03/2026 *We price cars, not people. Everyone qualifies for the Unconditional Retail Price, regardless of other vehicles owned/leased in household, or whether there is a trade involved. Residency restrictions may apply. See dealer for details. * 20...Features:- - Navigation System
- - Limited Altitude Package
- - Quick Order Package 2BE Limited
1- Sale Price: $43,575
- MSRP $51,905
- New
- 6 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 53 Days on site
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